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酒石酸衍生物的合成及其结构与光学活性关系的探讨
引用本文:林崇熙,柳敬元,王安,叶秀林. 酒石酸衍生物的合成及其结构与光学活性关系的探讨[J]. 北京大学学报(自然科学版), 2002, 38(6): 739-743. DOI: 10.3321/j.issn:0479-8023.2002.06.001
作者姓名:林崇熙  柳敬元  王安  叶秀林
作者单位:北京大学化学与分子工程学院,北京,100871
摘    要:合成出系列的L-半螺旋型酒石酸衍生物1~6,测定比旋光度,发现酒石 酸二乙酯2([α]D25+3.00°,DMSO)形成2,3-O-亚异 丙基酒石酸二乙酯3后旋光急剧往左偏移([α]D25-45.03 °,DMSO]),3酰胺化后比旋光值往右偏移(4a :+11.19°,4b:+2.14°),还原产物的比 旋光值往左偏移(5a:-0.52°, 5b :-4.92°,6:-2.95°);并用分子的螺旋结构与基 团的极化性质研究旋光规律。

关 键 词:酒石酸衍生物  螺旋结构  比旋光度  光学活性  
收稿时间:2001-10-31

Studies on the Relationship between the Structures of Tartaric Acid Derivatives and Their Optical Activities
LIN Chongxi LIU Jingyuan WANG An YE Xiulin. Studies on the Relationship between the Structures of Tartaric Acid Derivatives and Their Optical Activities[J]. Acta Scientiarum Naturalium Universitatis Pekinensis, 2002, 38(6): 739-743. DOI: 10.3321/j.issn:0479-8023.2002.06.001
Authors:LIN Chongxi LIU Jingyuan WANG An YE Xiulin
Affiliation:College of Chemistry and Molecular Engineering, Peking University, Beijing, 100871
Abstract:Several L-tartaric acid derivatives (1~6) were synthesized and their specific rotations were measured. It was found that diester 3 exhibited an unusually high negative value of specific rotation([α]D25-45.03 °,DMSO]), its amide derivative s 4 showed slightly positive specific rotation (4a:+11.19°,4b:+2.14°),and the reduction products showed slightly negative values (5a:-0.52°, 5b:-4.92°,6:-2.95°). The optical activities o f 1~6 were elucidated by the polarization ability of functional gro ups and the helical structures.
Keywords:tartaric acid derivatives  helical structure  specific rotation  optical activity
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